Trifluoroacetic acid → HCID 11517360, compound

Participants

Reaction Steps

To a solution of tert-butyl 5-{3-[(tert-butoxycarbonyl)amino]propyl}-3-methyl-4-oxo-4,5-dihydro-2H-benzo[g]pyrazolo[4,3-c]quinoline-2-carboxylate (1-7) (0.14 g, 0.28 mmol, 1.0 equiv) in CH2Cl2 (6 ml) was added trifluoroacetic acid (3 ml) and the reaction was stirred at room temperature for 4 hours. The solvent was evaporated under reduced pressure and the residue was dissolved DMSO/NH4HO and purified by reverse phase liquid chromatography (H2O/CH3CN gradient w/0.05% NH4OH present) to yield 5-(3-aminopropyl)-3-methyl-2,5-dihydro-4H-benzo[g]pyrazolo[4,3-c]quinolin-4-one (1-8) as a white solid. 1H NMR (500 MHz, MeOH-d4, TFA Salt) δ 8.65 (s, 1H), 8.00 (m, 2H), 7.97 (s, 1H) 7.57 (t, 1H), 7.52 (t, 1H), 4.57 (t, 2H), 3.06 (t, 2H), 2.69 (s, 3H), 2.26 (t, 2H). LRMS m/z (M+H) 307.5 found, 307.2 required.

Provenance & Evidence